If I were going to WDW for 2 weeks, I believe my strategy would be the same as yours. I think you are wise to be making a few PS for the restaurants you really want to try. One approach you might want to consider for the rest is to settle on your schedule (which park you will be going to, etc.) the night before and then call and make PS for the next day. Or you could call the morning of and make a PS. Or you could wing it, but know there is a possiblity you could be turned away or told it may be hours before you can get in. But, if that happens, there is always plenty of fast food options for a backup plan! We went to WDW last May (early in the month). The crowds were moderate. We happened to make about 1 PS per day for our sit-down meals, so we didn't wing much, and therefore I can't really give you advice about that. We were there over Mother's Day, and I would highly suggest you do PS's for that day, if you will be at WDW during that period.